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Vacation home rentals in Monroe County

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Monroe County

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright seating area is presented with two patterned armchairs facing a round table. Large windows allow for abundant natural light and offer views of the water and surrounding palm trees, creating a serene space for relaxation.
Vacation home in Key Colony Beach
5 out of 5 average rating, 21 reviews

Gorgeous 4-bedroom home with 8-person hot tub

Mimosa Manor is a stunning newly renovated 4bedroom, 3bath home. Upstairs great room w/ vaulted celling's & plenty ofnatural lighting. The kitchen is a chefs dream. The master BDRM is equipped with an adjustable bed & spacious in suite bathroom. The downstairs, its own private living area w/2 bedrooms, bathroom & kitchenette and its own entrance. The home is equipped w WIFI & TVs in every room. The backyard has an 8-person hot tub, tiki hut and table for six. Cabana Club access included.

A light green mobile home is shown, featuring a decorative fish mural on the front. A ramp is visible, providing accessible entry. Gravel landscaping surrounds the home, and an adjacent unit can be seen. Bright blue skies serve as a backdrop.
Vacation home in Cudjoe Key
4.69 out of 5 average rating, 72 reviews

Crystal Clear Canal Front 2/1 on Cudjoe Key!

Crystal Clear Canal front w/Atlantic view & 35' boat dock. Wifi /cable. Master has Queen, bath, TV, storage. Guest is 2 twins, w/d,TV, storage. Bright spacious living, sliding doors, TV, 5 electric recliners, loveseat couch.2 bikes Venture Out Community offers endless activities, pool, spa, boat ramp, boat gas station, minimart. A onetime registration fee of $125 is due at arrival for the amenities including the 24/7 guarded gate entrance. Cash/credit card. Bathroom inaccessible by wheelchair.

Top guest favorite
A light-filled living area features a cozy white sofa adorned with decorative pillows. A glass coffee table sits atop a soft area rug, while a large window offers a view of the outside. A decorative woven chair and potted plants enhance the inviting ambiance.
Vacation home in Key Largo
4.94 out of 5 average rating, 140 reviews

Ocean Shores Villa 3 with pool and boat slip

This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

Guest favorite
A spacious living area features a comfortable blue sofa and a white coffee table at its center. Modern appliances are visible in the adjacent kitchen, along with a dining area. Natural light flows in through sliding doors leading to the outdoor space.
Vacation home in Marathon
4.93 out of 5 average rating, 82 reviews

Perfect Paradise

Perfect paradise is located in the heart of marathon. Only 9 minutes away from sombrero beach. Restaurant, supermarkets, ice cream, aquarium, and much more less than 7 minutes away. Public boat ramp is 5 minutes away. The house has plenty of parking spaces in the front to park your boat and cars. The home is fully stocked with everything you will need during your stay. For specific dates please message me first before booking so I may accommodate you to the dates that you would like to book.

Superhost
Two individuals are captured snorkeling underwater, surrounded by clear blue water. Brightly colored fins and snorkel gear are visible. Various marine life can be seen in the background, adding to the lively aquatic scene. Sunlight filters through the water, creating a serene atmosphere.
Vacation home in Key Largo
4.76 out of 5 average rating, 225 reviews

2. Waterfront Retreat w/ Ocean Access, Key Largo!

Live the waterfront studio lifestyle in Key Largo! Revel in breathtaking boat views and relish delectable meals from nearby restaurants. Observe the serene presence of manatees, nurse sharks, and gracefully gliding fish in the canal. Our studio unit boasts a Contemporary, Generously Sized, and Pristine design with private parking, Wifi, YouTube TV, AC, Plush Pillows, and a Cozy bed. Nestled on a primary canal that leads to the vast ocean, our location offers a tranquil waterfront experience.

Superhost
A three-story historic building is framed by palm trees and tropical foliage. White decorative railings and an ornate archway lead to the entrance, while soft sunlight brightens the exterior's yellow siding. The inviting architecture complements the serene surroundings.
Vacation home in Key West
4.85 out of 5 average rating, 354 reviews

Historic Cigar House. 3rd floor Suite W/Kitchen

This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Top guest favorite
A private porch overlooks the tranquil harbor, featuring blue chairs beside a white railing. A boat is secured at the dock, with sailboats moored in the distance. Bright sunlight reflects off the water's surface, creating a serene atmosphere.
Vacation home in Key Largo
4.99 out of 5 average rating, 239 reviews

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Dockage Available for additional fee! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Guest favorite
The bedroom features a spacious bed with decorative pillows and soft linens. Two bedside lamps sit on matching nightstands, while a piece of wall art adds a touch of color. Natural light enters through two vertical-blind-covered windows, enhancing the calming atmosphere.
Vacation home in Miami
4.83 out of 5 average rating, 104 reviews

Coral Gables Paradise 2

This property is centrally-located minutes away from South Beach, Miami Design District/Wynwood, Merrick Park , Miracle Miles and Coconut Grove. Perfect for families who want to walk in shopping malls, restaurants and the beautiful beaches Miami offers. For those who want to enjoy the nightlife, you will find Coconut Grove, South Beach, Wynwood, and Miami Design District between 10 and 20 minutes away. Here you will find the top-rated restaurants & most desirable lounges and clubs.

The exterior of a modern two-story house is displayed, featuring a neutral color palette. A spacious driveway leads to a garage door, with steps leading to an entryway. Green grass and small shrubs contribute to the landscape, enhancing the inviting atmosphere.
Vacation home in Florida City
4.79 out of 5 average rating, 67 reviews

Experience Miami to the fullest• in !Casa Relax total.!

🌴Relax and enjoy Miami's best weather in this modern and spacious house! You'll feel right at home in Miami with the comfort and luxury of a 5-star hotel. Just 10 minutes from the Everglades 15 minutes from wedding venues 20 minutes from Biscayne National Park 25 minutes from Key Largo 35 minutes from Miami Airport 39 minutes from Miami Beach (Times vary depending on traffic) Your pet is also WELCOME for a ONE-TIME ADDITIONAL PAYMENT OF $100

Superhost
The exterior of a two-story apartment is shown, featuring a white facade with a gabled roof. A two-car garage door is present, along with a small area for outdoor storage. The driveway leads to a clean, spacious concrete surface under a partly cloudy sky.
Vacation home in Homestead
4.87 out of 5 average rating, 238 reviews

Beautiful Cozy Apartment.

Bring the whole family to this great place with lots of room for fun. Located in Homestead, you are in the central location for outlets, The Florida Keys, and Miami. 2 floor apartment with the main bedroom on the second floor. Also located on the second floor is the bathroom and shower. All Televisions are brand new smart Tv's. Avocado Villas is a quiet neighborhood, and the house is surrounded with security cameras for your protection.

Superhost
A modern sleeping area includes a spacious bed with white linens and decorative pillows. A television is mounted on the wall across from the bed. The kitchenette features sleek cabinetry and a bright workspace with natural light streaming in from the nearby entrance.
Vacation home in Miami
4.9 out of 5 average rating, 253 reviews

Luxurious Apartment with views of Biscayne Bay!

New, fully equipped, apartment in Downtown Miami! The building is 3 years old with all the amenities a guest ask for! You Biscayne Bay and Miami beach from your room. Imagine being one block from Bayside Outdoor Mall , Kaseya center and walking distance to the Port of Miami! The pool is beautiful with a hot tub and cabanas to relax and enjoy to the downtown skyline. The gym is state of the art with peloton bikes! No pets allowed

Vacation home in Miami
4.87 out of 5 average rating, 86 reviews

Sol Miami #1 with free parking on premises

The whole group will enjoy easy access to everything from this centrally located place.With lot of amenities and free parking just in front of your door.Near of South Beach ,Donw town,Brickel,Key Biscayne etc.This central but quiet apartment is the perfect place for your next getaway in Miami.Easy access to Uber and Lyft ,also to metro rail and public transport. Just 15 minutes from Miami International Airport.

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